Hydrochloric Acid → 1-({5-methyl-4-[3-(trifluoromethyl)phenyl]-1,3-thiazol-2-yl}methyl)-1H-pyrazole-4-carboxylic acid

HRID 1257349노트

반응식

HRID 1257349 반응식
[CH3:1][C:2]1[S:6][C:5]([CH2:7][N:8]2[CH:12]=[C:11]([C:13]([O:15]CC)=[O:14])[CH:10]=[N:9]2)=[N:4][C:3]=1[C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([C:24]([F:27])([F:26])[F:25])[CH:19]=1.[OH-].[Na+].Cl>C(O)C.[Cl-].[Na+].O>[CH3:1][C:2]1[S:6][C:5]([CH2:7][N:8]2[CH:12]=[C:11]([C:13]([OH:15])=[O:14])[CH:10]=[N:9]2)=[N:4][C:3]=1[C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([C:24]([F:27])([F:25])[F:26])[CH:19]=1

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 58127553ethyl 1-({5-methyl-4-[3-(trifluoromethyl)phenyl]-1,3-thiazol-2-yl}methyl)-1H-pyrazole-4-carboxylate

생성물 1

HCID 581275321-({5-methyl-4-[3-(trifluoromethyl)phenyl]-1,3-thiazol-2-yl}methyl)-1H-pyrazole-4-carboxylic acid수율 48%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 57417360Sodium chloride; water용매

실험 절차

To a solution (3 mL) of the compound (112 mg, 0.28 mmol) obtained in Example 34a in ethanol was added 2N aqueous sodium hydroxide solution (0.56 mL, 1.08 mmol), and the mixture was stirred at room temperature for 5 hr. The reaction mixture was neutralized with 1N aqueous hydrochloric acid solution, saturated brine was added, and the mixture was extracted with ethyl acetate. The obtained organic layer was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure. The obtained crude product was purified by recrystallization (ethyl acetate-hexane) to give the title compound (49 mg, 48%) as colorless crystals.

후처리

  1. additionwas added
  2. extractionthe mixture was extracted with ethyl acetate
  3. washThe obtained organic layer was washed with saturated brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. customThe solvent was evaporated under reduced pressure
  6. customThe obtained crude product
  7. customwas purified by recrystallization (ethyl acetate-hexane)

출처 및 근거

ORD 기록
ord-1268adcd03cb434abe38c7e7478e11ab
출처 데이터셋
uspto-grants-2013_06
특허 번호
US08461348B2

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